US9242407B2ExpiredUtilityA1
Resin for thermal imprinting
Est. expiryDec 9, 2025(expired)· nominal 20-yr term from priority
Inventors:Toshifumi TakemoriYoshiaki TakayaTakahito MitaTetsuya IizukaYuji HashimaTakahisa KusuuraMitsuru FujiiTakuji TaguchiAnupam Mitra
B29K 2045/00H05K 1/032H05K 2201/0158B29C 59/005B29C 59/026H05K 3/107C08F 232/08H05K 3/0014H05K 2203/0108C08F 10/00H05K 1/03C08F 32/08
59
PatentIndex Score
0
Cited by
4
References
8
Claims
Abstract
A cyclic-olefin-based thermoplastic resin for thermal imprint to be used in the production of a sheet or a film which contains at least one of skeletons represented by the following chemical equation 1 or the following chemical equation 2 in a main chain. The glass transition temperature Tg (° C.) and the value ([M]) of MFR at 260° C. satisfy the following equation 1, and [M]<30. The thermal imprint characteristics (transferability, mold release characteristic, and the like) are superior and the productivity (throughput) is improved.
Claims
exact text as granted — not AI-modifiedThe invention claimed is:
1. A method of using a cyclic-olefin-based thermoplastic resin for an imprint process, the resin being used for producing a film by spin coating method, and containing at least one of skeletons represented by a chemical equation 9 or a chemical equation 10 in a main chain, and wherein:
a glass transition temperature Tg (° C.) of the resin and a value ([M]) of MFR at 260° C. satisfy a equation 1; and
[ M ]<20 and Tg>90° C.
and wherein the chemical equation 9 is represented by:
the chemical equation 10 is represented by:
and the equation 1 is:
Tg(° C.)>219×log[ M ]−160;
and further wherein R 1 to R 29 in chemical equation 9 and chemical equation 10 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another;
m and n are integers greater than or equal to 0; and,
[M] in equation 1 represents a value of MFR at 260° C.
2. A thermal imprint method comprising:
manufacturing a film comprising a resin for thermal imprint by spin coating method; and
pressing a mold, which is heated to a temperature less than or equal to a glass transition temperature Tg (° C.) of the resin for thermal imprint+65° C., against the film thereby transferring a micrometer- or nanometer-scale pattern of the mold;
wherein the resin comprise a cyclic-olefin-based thermoplastic resin that contains at least one of skeletons, represented by a chemical equation 3 or a chemical equation 4, in a main chain;
a glass transition temperature Tg (° C.) of the resin and a value ([M]) of MFR at 260° C. satisfy a following equation 1; and
[ M ]<20 and Tg>90° C.;
and wherein the chemical equation 3 is represented by:
the chemical equation 4 is represented by:
and the equation 1 is:
Tg(° C.)>219×log[ M ]−160;
and further, wherein R 1 to R 29 in chemical equation 3 and chemical equation 4 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another;
m and n are integers greater than or equal to 0; and,
[M] in equation 1 represents a value of MFR at 260° C.
3. A thermal imprint method comprising steps of:
manufacturing a film comprising a resin for thermal imprint by spin coating method;
pressing a mold against the film; and
releasing the mold from the resin for thermal imprint at a temperature greater than or equal to a glass transition temperature (Tg) of the resin for thermal imprint−25° C.;
wherein the resin comprise a cyclic-olefin-based thermoplastic resin that contains at least one of skeletons, represented by a chemical equation 3 or a chemical equation 4, in a main chain;
a glass transition temperature Tg (° C.) of the resin and a value ([M]) of MFR at 260° C. satisfy a following equation 1; and
[ M ]<20 and Tg>90° C.;
and wherein the chemical equation 3 is represented by:
the chemical equation 4 is represented by:
and the equation 1 is:
Tg(° C.)>219×log[ M ]−160;
and further, wherein R 1 to R 29 in chemical equation 3 and chemical equation 4 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another;
m and n are integers greater than or equal to 0; and,
[M] in equation 1 represents a value of MFR at 260° C.
4. A thermal imprint method comprising steps of:
manufacturing a film comprising a resin for thermal imprint by spin coating method;
pressing a mold against the film at less than or equal to 2.5 MPa, thereby transferring a micrometer- or nanometer-scale pattern of the mold;
wherein the resin comprise a cyclic-olefin-based thermoplastic resin that contains at least one of skeletons, represented by a chemical equation 3 or a chemical equation 4, in a main chain;
a glass transition temperature Tg (° C.) of the resin and a value ([M]) of MFR at 260° C. satisfy a following equation 1; and
[ M ]<20 and Tg>90° C.;
and wherein the chemical equation 3 is represented by:
the chemical equation 4 is represented by:
and the equation 1 is:
Tg(° C.)>219×log[ M ]−160;
and further, wherein R 1 to R 29 in chemical equation 3 and chemical equation 4 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another;
m and n are integers greater than or equal to 0; and,
[M] in equation 1 represents a value of MFR at 260° C.
5. The method of claim 1 , wherein the cyclic-olefin-based thermoplastic resin is a copolymer of at least one cyclic-olefin represented by a chemical equation 5 and α-olefin, or a polymer produced by hydrogenation after ring-opening polymerization of the cyclic-olefin;
wherein chemical equation 5 is represented by:
and further wherein R 30 to R 48 in chemical equation 5 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another; and,
m and n are integers greater than or equal to 0.
6. The method of claim 2 , wherein the cyclic-olefin-based thermoplastic resin is a copolymer of at least one cyclic-olefin represented by a chemical equation 5 and α-olefin, or a polymer produced by hydrogenation after ring-opening polymerization of the cyclic-olefin;
wherein chemical equation 5 is represented by:
and further wherein R 30 to R 48 in chemical equation 5 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another; and,
m and n are integers greater than or equal to 0.
7. The method of claim 3 , wherein the cyclic-olefin-based thermoplastic resin is a copolymer of at least one cyclic-olefin represented by a chemical equation 5 and α-olefin, or a polymer produced by hydrogenation after ring-opening polymerization of the cyclic-olefin;
wherein chemical equation 5 is represented by:
and further wherein R 30 to R 48 in chemical equation 5 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another; and,
m and n are integers greater than or equal to 0.
8. The method of claim 4 , wherein the cyclic-olefin-based thermoplastic resin is a copolymer of at least one cyclic-olefin represented by a chemical equation 5 and α-olefin, or a polymer produced by hydrogenation after ring-opening polymerization of the cyclic-olefin;
wherein chemical equation 5 is represented by:
and further wherein R 30 to R 48 in chemical equation 5 may differ or may be same, each of which is a substituent containing a hydrogen atom, a deuterium atom, a hydrocarbon radical having a carbon number of 1 to 15, a halogen atom, or a hetero atom of oxygen, sulfur, or the like, and may form a monocyclic or polycyclic structure with one another; and,
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